For the cake, preheat the oven to 350°F. Grease and flour a 9×13×2 inch pan.
Prepare the cake mix according to the package directions using the oil, water, and eggs listed. Pour into the prepared pan and bake for about 55 minutes, or until a toothpick inserted in the center comes out clean.
Let the cake cool completely. Once cooled, use a skewer to poke holes all over the top. Set aside.
For the strawberry milk mixture, add the whole milk and diced strawberries to a blender. Blend until smooth.
Add the sweetened condensed milk and evaporated milk to the blender and blend again until fully combined.
Slowly pour the milk mixture over the cake, about one cup at a time, allowing it to soak in before adding more. Cover and refrigerate for at least 4 hours, but overnight is best.
For the whipped cream, beat the heavy whipping cream, vanilla extract, and confectioners sugar together on medium high speed until medium peaks form, about 3 to 4 minutes.
Just before serving, spread the whipped cream evenly over the chilled cake. Top with fresh sliced strawberries. Serve cold and enjoy.